Herolds Bay Vacations from $1,473

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Your Herolds Bay Vacation

From its highlights to its hidden gems, this city is best experienced with a Herolds Bay vacation package. Find somewhere to stay in Great Brak River, which is good for culture, views and history. Oubaai Golf Estate, Kingswood Golf Estate and The Links are just some of the attractions worth checking out during your trip to Herolds Bay. Stop daydreaming and start adventuring. Browse the wide range of options on Expedia today and finally put your Herolds Bay vacation plans into action!

The Latest Herolds Bay vacation packages

Price found within the past 48 hours. Click for updated prices.
@Franschhoek Hotel

@Franschhoek Hotel

3.5 out of 5
per person
Oct 1 - Oct 6
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
9.4/10 Exceptional! (44 reviews)
Everyone made us feel very welcome. We had one small issue at the start and it was quickly taken care of.

Reviewed on Apr 17, 2025

21 Nettleton

21 Nettleton

5 out of 5
Clifton
Save 100% on your flight
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Cape Town (CPT)
10/10 Exceptional! (12 reviews)
A great experience. This is a house turned to Hotel. It was a unique experience and a quite pleasant one. The location and the views are incredible. The service was very customizable and personal. And the hotel it’s self is an art gallery. I recommend.

Reviewed on Mar 2, 2025

O' Two Hotel

O' Two Hotel

4 out of 5
Sea Point Promenade
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Cape Town (CPT)
9.6/10 Exceptional! (42 reviews)
Amazing spot for short stays. Everything you can need within walking distance.

Reviewed on Jun 1, 2025

One&Only Cape Town

One&Only Cape Town

5 out of 5
Victoria and Alfred Waterfront
Save 100% on your flight
per person
Oct 1 - Oct 6
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
9.6/10 Exceptional! (359 reviews)
Overall service was enthusiastic and friendly. Breakfast was excellent but had a disappointing meal at Nobu. Facilities showing its age and could do with an update. Neighborhood was safe and nice restaurants within walking distance. There are probably better options at this price point.

Reviewed on Jul 1, 2025

Blue Views Penthouse Beachfront Apartments

Blue Views Penthouse Beachfront Apartments

5 out of 5
Camps Bay
per person
Sep 12 - Sep 16
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to Cape Town (CPT)
9.4/10 Exceptional! (29 reviews)
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Discover the most popular places to visit in Herolds Bay

Oubaai Golf Estate

4.5/5(2 reviews)

Enjoy a round of golf in Herolds Bay at Oubaai Golf Estate. You can enjoy the restaurants while in the area.

Oubaai Golf Estate

Freesia Spa

You can take time to visit Freesia Spa during your travels to Herolds Bay. You can enjoy the restaurants while in the area.

Freesia Spa

Herolds Bay Hotel Deals

Oubaai Hotel Golf & Spa
Oubaai Hotel Golf & Spa
4 out of 5
406 Herolds Bay Road, Herolds Bay, Western Cape
$73 nightly
The price is $83 total per night from Aug 1 to Aug 2
$83 total
Aug 1 - Aug 2
Total includes taxes and fees
8/10 Very Good! (244 reviews)
"Clean and friendly staff"

Reviewed on May 9, 2025

Oubaai Hotel Golf & Spa
Dutton's Cove Guesthouse
Dutton's Cove Guesthouse
3 out of 5
21 Rooidraai Avenue, Herolds Bay, Western Cape
9.2/10 Wonderful! (5 reviews)
Beautiful spot you just have to visit
"Beautiful spot and the views from the room are amazing. Nice touch breakfast brought to the room. Restaurant on the same site is a big bonus so you can sit back relax and enjoy the seaside."

Reviewed on Feb 2, 2024

Get rates
Dutton's Cove Guesthouse
Makarios on Sea
Makarios on Sea
4 out of 5
4 Gericke's Corner, Garden Route, Herolds Bay, Western Cape
$122 nightly
The price is $141 total per night from Jul 13 to Jul 14
$141 total
Jul 13 - Jul 14
Total includes taxes and fees
"Right on the beach, Great location !"

Reviewed on Dec 2, 2024

Makarios on Sea
See all 284 properties in Herolds Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Herolds Bay Vacation Packages

Herolds Bay Essential Information

Language
Afrikaans
Currency
South African rands
Closest Airport
George Airport (GRJ)
Max Temp Winter
65ºF
Max Temp Summer
75ºF
Top Sights
Victoria Bay Beach, Map of Africa View Point and Outeniqua Transport Museum

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Frequently asked questions

How much does a Herolds Bay vacation package cost?
Offering great value package deals from $1,473 on Expedia, you'll be surprised at how little a vacation to Herolds Bay costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Herolds Bay?
You can generally find reduced prices and better availability in May, November and December. Browse our cheap Herolds Bay vacation packages and you could score some great off-season discounts.
How many days is enough for Herolds Bay?
Generally, a handful of days is enough to see the top sights during your Herolds Bay vacation. But if you want to have some time to unwind or take day trips, think about extending your itinerary.
How to find the best Herolds Bay package deals?
Finding a cheap Herolds Bay package deal is a breeze with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most pocket-friendly Herolds Bay package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Herolds Bay vacation as a package?
You can enjoy significant savings on your Herolds Bay escape by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to see some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Herolds Bay?
Land incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Herolds Bay break.
Does Expedia offer Book Now, Pay Later Herolds Bay vacation packages?
Set off on your perfect escape to Herolds Bay with help from Expedia's Book Now, Pay Later vacations. No need to save up or wait until the next payday --- we've partnered with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to budget for your trip and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.